4-Acetylpyridine → HCID 3285123, compound

HRID 1085959Notes

Reaction equation

HRID 1085959 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[CH:10][C:3]=1[O:4][CH2:5][C:6]([NH:8][NH2:9])=[O:7].[C:16]([C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)(=O)[CH3:17].O1CCOCC1>C(O)(=O)C>[N:22]1[CH:23]=[CH:24][C:19]([C:16](=[N:9][NH:8][C:6](=[O:7])[CH2:5][O:4][C:3]2[CH:10]=[C:11]([Cl:15])[C:12]([Cl:14])=[CH:13][C:2]=2[Cl:1])[CH3:17])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 142824-AcetylpyridineHCID 312751,4-DioxaneHCID 456735Acetic acid, (2,4,5-trichlorophenoxy)-, hydrazide

Product 1

HCID 3285123HCID 3285123, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 5.39 gm (0.02 mole) of 2,4,5-trichlorophenoxyacetic acid hydrazide, 2.42 gm (0.02 mole) of 4-acetylpyridine, 125 ml of dioxane and 2 ml of acetic acid is refluxed 4 hr. The hot solution is filtered. The filtrate is diluted with water until cloud point. The mixture is cooled to room temperature and then chilled in the refrigerator. The product is collected to yield 6.24 gm (83%) of the title compound having a melting point of 227.4° C. (decomp).

Workup

  1. filtrationThe hot solution is filtered
  2. additionThe filtrate is diluted with water until cloud point
  3. temperaturechilled in the refrigerator
  4. customThe product is collected

Sources & evidence

ORD record
ord-7746501c1fdb4eeb8fdbd0052e01e4bb
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Reaction notes

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